Synthesis of erythro- and threo-.GAMMA.-hydroxy-L-ornithines.
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概要
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γ-Hydroxy-DL-ornithine was obtained from an alkaline hydrolysate of 2,5-diamino-4-pentanolide synthesized according to the method of Talbot <I>et al.</I> The amino acid preparation was found to be a racemic mixture composed of 34% <I>erythro</I> and 66% <I>threo</I> isomers by a new chromatographic assay. This assay is based on the conversion of the basic amino acid to a neutral amino acid by acetylation of the δ-amino group and the analysis of the resulting <I>N</I><SUP>δ</SUP>-acetyl derivative with an automatic amino acid analyzer by the ordinary method. Two diastereoisomers of γ-hydroxy-DL-ornithine were separated by column chromatography on Dowex 50 and isolated as their crystalline hydrochlorides. Guanidination of the separated racemic diastereoisomers gave the corresponding diastereoisomeric γ-hydroxyarginines, hydrolysis of which with arginase yielded <I>erythro</I>- and <I>threo</I>-γ-hydroxy-DL-ornithines.
- 公益社団法人 日本化学会の論文
著者
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Makisumi Satoru
Department Of Chemistry Faculty Of Science Kyushu University
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Yamamoto Hidefumi
Department Of Biophysical Genetics Kanazawa University Graduate School Of Medicine
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Yamamoto Hidefumi
Department of Chemistry, Faculty of Science, Kyushu University
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Mizusaki Koichi
Department of Chemistry, Faculty of Science, Kyushu University
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